RU2012127334A - Производные 5-замещенного хиназолинона, содержащие их композиции и способы их применения - Google Patents
Производные 5-замещенного хиназолинона, содержащие их композиции и способы их применения Download PDFInfo
- Publication number
- RU2012127334A RU2012127334A RU2012127334/04A RU2012127334A RU2012127334A RU 2012127334 A RU2012127334 A RU 2012127334A RU 2012127334/04 A RU2012127334/04 A RU 2012127334/04A RU 2012127334 A RU2012127334 A RU 2012127334A RU 2012127334 A RU2012127334 A RU 2012127334A
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- Prior art keywords
- optionally substituted
- halogen atoms
- alkyl
- hydrogen atom
- halogen
- Prior art date
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- 239000000203 mixture Substances 0.000 title 1
- 125000005843 halogen group Chemical group 0.000 claims abstract 48
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 18
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims abstract 12
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract 11
- 125000000217 alkyl group Chemical group 0.000 claims abstract 10
- 150000001875 compounds Chemical class 0.000 claims abstract 10
- 208000035475 disorder Diseases 0.000 claims abstract 8
- 150000003839 salts Chemical class 0.000 claims abstract 8
- 239000012453 solvate Substances 0.000 claims abstract 8
- 125000001424 substituent group Chemical group 0.000 claims abstract 7
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract 6
- 125000003118 aryl group Chemical group 0.000 claims abstract 3
- 201000010099 disease Diseases 0.000 claims abstract 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 26
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 201000001320 Atherosclerosis Diseases 0.000 claims 1
- 208000029462 Immunodeficiency disease Diseases 0.000 claims 1
- 208000019693 Lung disease Diseases 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 208000030852 Parasitic disease Diseases 0.000 claims 1
- 108060008682 Tumor Necrosis Factor Proteins 0.000 claims 1
- 102000000852 Tumor Necrosis Factor-alpha Human genes 0.000 claims 1
- 230000033115 angiogenesis Effects 0.000 claims 1
- 239000010425 asbestos Substances 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 208000015114 central nervous system disease Diseases 0.000 claims 1
- 208000034737 hemoglobinopathy Diseases 0.000 claims 1
- 208000002780 macular degeneration Diseases 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 229910052895 riebeckite Inorganic materials 0.000 claims 1
- 208000017520 skin disease Diseases 0.000 claims 1
- 208000011580 syndromic disease Diseases 0.000 claims 1
- -1 —CF 3 Chemical group 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 4
- 230000001105 regulatory effect Effects 0.000 abstract 1
- 0 CC(N1C(CCC(N2)=*)C2=O)=Nc(cccc2Cl)c2C1=O Chemical compound CC(N1C(CCC(N2)=*)C2=O)=Nc(cccc2Cl)c2C1=O 0.000 description 5
- DQJASQBQGTWART-UHFFFAOYSA-N Cc(cccc1N=C(c2ccccc2)N2C(CCC(N3)=O)C3=O)c1C2=O Chemical compound Cc(cccc1N=C(c2ccccc2)N2C(CCC(N3)=O)C3=O)c1C2=O DQJASQBQGTWART-UHFFFAOYSA-N 0.000 description 1
- JOBCWQBLSPZSEQ-UHFFFAOYSA-N O=C(CCC1N(C=Nc2cccc(Cl)c22)C2=O)NC1=O Chemical compound O=C(CCC1N(C=Nc2cccc(Cl)c22)C2=O)NC1=O JOBCWQBLSPZSEQ-UHFFFAOYSA-N 0.000 description 1
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
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Abstract
1. Способ лечения или регулирования заболевания или нарушения, включающий введение пациенту соединения формулы (I):или его фармацевтически приемлемой соли, сольвата или стереоизомера, где:Rпредставляет собой атом водорода; атом галогена; -(CH)OH; (С-С)алкил, необязательно замещенный одним или несколькими атомами галогена; (С-С)алкокси-группу, необязательно замещенную одним или несколькими атомами галогена; или-(СН)NHR, где Rпредставляет собойатом водорода;(С-С)алкил, необязательно замещенный одним или несколькими атомами галогена;-(СН)-(6-10-членный арил);-С(О)-(СН)-(6-10-членный арил) или -С(О)-(СН)-(6-10-членный гетероарил), где арил или гетероарил необязательно замещены одним или несколькими заместителями из атома галогена; -SCF; (С-С)алкила, самого необязательно замещенного одним или несколькими атомами галогена; или (С-С)алкокси-группы, самой необязательно замещенной одним или несколькими атомами галогена;-С(О)-(С-С)алкил, где алкил необязательно замещен одним или несколькими атомами галогена;-С(О)-(СН)-(С-С-циклоалкил);-С(О)-(СН)-NRR, где Rи Rкаждый независимо друг от друга представляет собойатом водорода;(С-С)алкил, необязательно замещенный одним или несколькими атомами галогена;(С-С)алкокси-группу, необязательно замещенную одним или несколькими атомами галогена; или6-10-членный арил, необязательно замещенный одним или несколькими заместителями из атома галогена; (С-С)алкила, самого необязательно замещенного одним или несколькими атомами галогена; или (С-С)алкокси-группы, самой необязательно замещенной одним или несколькими атомами галогена;-С(О)-(СН)-О-(С-С)алкил; или-С(О)-(СН)-О-(СН)-(6-10-членный арил);Rпредставляет собой: атом водорода; -(СН)OH; �
Claims (16)
1. Способ лечения или регулирования заболевания или нарушения, включающий введение пациенту соединения формулы (I):
или его фармацевтически приемлемой соли, сольвата или стереоизомера, где:
R1 представляет собой атом водорода; атом галогена; -(CH2)nOH; (С1-С6)алкил, необязательно замещенный одним или несколькими атомами галогена; (С1-С6)алкокси-группу, необязательно замещенную одним или несколькими атомами галогена; или
-(СН2)nNHRa, где Ra представляет собой
атом водорода;
(С1-С6)алкил, необязательно замещенный одним или несколькими атомами галогена;
-(СН2)n-(6-10-членный арил);
-С(О)-(СН2)n-(6-10-членный арил) или -С(О)-(СН2)n-(6-10-членный гетероарил), где арил или гетероарил необязательно замещены одним или несколькими заместителями из атома галогена; -SCF3; (С1-С6)алкила, самого необязательно замещенного одним или несколькими атомами галогена; или (С1-С6)алкокси-группы, самой необязательно замещенной одним или несколькими атомами галогена;
-С(О)-(С1-С8)алкил, где алкил необязательно замещен одним или несколькими атомами галогена;
-С(О)-(СН2)n-(С3-С10-циклоалкил);
-С(О)-(СН2)n-NRbRc, где Rb и Rc каждый независимо друг от друга представляет собой
атом водорода;
(С1-С6)алкил, необязательно замещенный одним или несколькими атомами галогена;
(С1-С6)алкокси-группу, необязательно замещенную одним или несколькими атомами галогена; или
6-10-членный арил, необязательно замещенный одним или несколькими заместителями из атома галогена; (С1-С6)алкила, самого необязательно замещенного одним или несколькими атомами галогена; или (С1-С6)алкокси-группы, самой необязательно замещенной одним или несколькими атомами галогена;
-С(О)-(СН2)n-О-(С1-С6)алкил; или
-С(О)-(СН2)n-О-(СН2)n-(6-10-членный арил);
R2 представляет собой: атом водорода; -(СН2)nOH; фенил; -О(С1-С6)алкил; или (С1-С6)алкил, необязательно замещенный одним или несколькими атомами галогена;
R3 представляет собой атом водорода; или (С1-С6)алкил, необязательно замещенный одним или несколькими атомами галогена; и
n принимает значения 0, 1 или 2; и где заболевание или нарушение представляет собой рак, нарушение, связанное с ангиогенезом, боль, дегенерацию желтого пятна и сопутствующий синдром, кожное заболевание, легочное заболевание, связанное с асбестом нарушение, паразитное заболевание, иммунодефицитное расстройство, расстройство ЦНС, поражение ЦНС, атеросклероз и сопутствующее нарушение, дисфункциональный сон или сопутствующее нарушение, гемоглобинопатия или сопутствующее нарушение, TNFα-связанные нарушения.
2. Способ по п.1, где соединение имеет структуру формулы (II):
или его фармацевтически приемлемая соль, сольват или стереоизомер, где:
R4 представляет собой атом водорода; атом галогена; -(CH2)nOH; (С1-С6)алкил, необязательно замещенный одним или несколькими атомами галогена; (С1-С6)алкокси-группу, необязательно замещенную одним или несколькими атомами галогена;
R5 представляет собой атом водорода; -(СН2)nOH; фенил; -О(С1-С6)алкил; или (С1-С6)алкил, необязательно замещенный одним или несколькими атомами галогена;
R6 представляет собой атом водорода; или (С1-С6)алкил, необязательно замещенный одним или несколькими атомами галогена; и
n принимает значения 0, 1 или 2.
3. Способ по п.2, где R4 представляет собой метил или метокси-группу.
4. Способ по п.2, где R4 представляет собой F или Cl.
5. Способ по п.2, где R4 представляет собой -CF3.
7. Способ по п.1, где соединение представляет собой соединение формулы (III):
или его фармацевтически приемлемая соль, сольват или стереоизомер, где:
Rd представляет собой
атом водорода;
(С1-С6)алкил, необязательно замещенный одним или несколькими атомами галогена;
-С(О)-(С1-С8)алкил, где алкил необязательно замещен одним или несколькими атомами галогена;
-С(О)-(СН2)n-(С3-С10-циклоалкил);
-С(О)-(СН2)n-NReRf, где Re и Rf каждый независимо друг от друга представляет собой
атом водорода;
(С1-С6)алкил, необязательно замещенный одним или несколькими атомами галогена; или
(С1-С6)алкокси-группу, необязательно замещенную одним или несколькими атомами галогена; или
-С(О)-(СН2)n-О-(С1-С6)алкил;
R7 представляет собой атом водорода; -(СН2)nOH; фенил; -О-(С1-С6)алкил; или (С1-С6)алкил, необязательно замещенный одним или несколькими атомами галогена;
R8 представляет собой атом водорода; или (С1-С6)алкил, необязательно замещенный одним или несколькими атомами галогена; и
n принимает значения 0, 1 или 2.
8. Способ по п.7, где R7 представляет собой метил.
9. Способ по п.7, где Rd представляет собой -С(О)-(С1-С6)алкил.
10. Способ по п.7, где Rd представляет собой -С(О)-СН2-О-(С1-С6)алкил.
12. Способ по п.1, где соединение представляет собой соединение формулы (IV):
или его фармацевтически приемлемая соль, сольват или стереоизомер, где:
Rg представляет собой
-(СН2)n-(6-10-членный арил);
-С(О)-(СН2)n-(6-10-членный арил) или -С(О)-(СН2)n-(6-10-членный гетероарил), где арил или гетероарил необязательно замещены одним или несколькими заместителями из атома галогена; -SCF3; (С1-С6)алкила, самого необязательно замещенного одним или несколькими атомами галогена; или (С1-С6)алкокси-группы, самой необязательно замещенной одним или несколькими атомами галогена;
-С(О)-(СН2)n-NHRh, где Rh представляет собой
6-10-членный арил, необязательно замещенный одним или несколькими заместителями из атома галогена; (С1-С6)алкила, самого необязательно замещенного одним или несколькими атомами галогена; или (С1-С6)алкокси-группы, самой необязательно замещенной одним или несколькими атомами галогена; или
-С(О)-(СН2)n-O-(CH2)n-(6-10 членный арил);
R9 представляет собой атом водорода; -(СН2)nOH; фенил; -О-(С1-С6)алкил; или (С1-С6)алкил, необязательно замещенный одним или несколькими атомами галогена;
R10 представляет собой атом водорода; или (С1-С6)алкил, необязательно замещенный одним или несколькими атомами галогена; и
n принимает значения 0, 1 или 2.
13. Способ по п.12, где R9 представляет собой метил.
14. Способ по п.12, где Rg представляет собой -С(О)-фенил, -С(О)-СН2-фенил или -С(О)-NH-фенил.
15. Способ по п.14, где фенил замещен одним или несколькими заместителями из метила, -CF3 или атома галогена.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2730500C2 (ru) * | 2016-01-14 | 2020-08-24 | Канпу Биофармасьютикалз, Лтд | Производное хиназолинона, способ его получения, фармацевтическая композиция и применения |
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